CAS 3717-38-2

1-(Methylamino)adamantane

Description:

1-(Methylamino)adamantane, also known as memantine, is a chemical compound characterized by its adamantane structure, which consists of a fused polycyclic framework. This compound features a methylamino group attached to the adamantane core, contributing to its pharmacological properties. Memantine is primarily recognized for its role as an NMDA receptor antagonist, which is significant in the treatment of neurodegenerative conditions, particularly Alzheimer's disease. The compound exhibits moderate lipophilicity, allowing it to cross the blood-brain barrier effectively. Its mechanism of action involves the modulation of glutamatergic neurotransmission, which is crucial for cognitive functions. Memantine is typically administered in its hydrochloride salt form, enhancing its solubility and bioavailability. The substance is generally well-tolerated, with a side effect profile that includes dizziness, headache, and constipation. Its therapeutic use underscores the importance of understanding the interactions of small molecules with neurotransmitter systems in the brain. Overall, 1-(Methylamino)adamantane represents a significant advancement in pharmacotherapy for cognitive disorders.

Formula: C₁₁H₁₉N

InChI: InChI=1S/C11H19N/c1-12-11-5-8-2-9(6-11)4-10(3-8)7-11/h8-10,12H,2-7H2,1H3

InChI key: InChIKey=NZOLSRPWNVZXTK-UHFFFAOYSA-N

SMILES: N(C)C12CC3CC(C1)CC(C2)C3

Synonyms:

• 1-Adamantanamine, N-methyl-
• Brn 2348926
• Mrz 2/188
• N-(1-Adamantyl)-N-methylamine
• N-Methyl-1-adamantanamine
• N-Methyl-1-adamantylamine
• N-Methyladamantanamine
• N-Methyladamantine
• N-Methyltricyclo(3.3.1.1(sup 3,7))decan-1-amine
• N-Methyltricyclo[3.3.1.1^3,7]decan-1-amine
• N-methyltricyclo[3.3.1.1~3,7~]decan-1-amine
• Tricyclo(3.3.1.1(sup 3,7))decan-1-amine, N-methyl-
• Tricyclo[3.3.1.1^3,7]decan-1-amine, N-methyl-
• N-Methyltricyclo[3.3.1.13,7]decan-1-amine
• 1-(Methylamino)adamantane

N-Methyladamantan-1-amine

CAS: 3717-38-2

Formula: C₁₁H₁₉N

Purity: 97%

Color and Shape: Solid

Molecular weight: 165.2753

Ref: IN-DA003T5Z

N-Methyladamantan-1-amine

CAS: 3717-38-2

N-Methyladamantan-1-amine

Purity: 97%

Molecular weight: 165.28g/mol

Ref: 54-OR1074954

N-Methyladamantan-1-amine

CAS: 3717-38-2

Formula: C₁₁H₁₉N

Purity: 97%

Color and Shape: Solid

Molecular weight: 165.28

Ref: 10-F324808

1-(Methylamino)adamantane

CAS: 3717-38-2

1-(Methylamino)adamantane is a dopamine receptor ligand that has been shown to be neuroprotective in rodent models of ischemia-reperfusion injury. 1-(Methylamino)adamantane exhibits high affinity for the D2 subtype, with potency and efficacy that are comparable to those of dopamine. It also acts as an agonist at the D1 and D3 receptors, although it displays weaker binding affinity than dopamine. The neuroprotective effects of 1-(methylamino)adamantane have been demonstrated in wild-type mice following ischemia-reperfusion injury, but not in animals with a mutant form of the gene encoding dopamine receptors. These findings suggest that 1-(methylamino)adamantane may be able to provide protection against ischemia-reperfusion injury by acting on downstream pathways such as protein kinase C or nitric oxide synthase.

Formula: C₁₁H₁₉N

Purity: Min. 95%

Molecular weight: 165.28 g/mol

Ref: 3D-FM38720